Ethanol → 2,3-Bis(o-chlorophenyl)-2,3,5,6,7,8-hexahydrothiazolo[3,2-a][1,3]diazepin-3-ol hydrochloride

HRID 67233

반응식

HRID 67233 반응식
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[C-]#N.[K+].[CH2:13](O)[CH3:14].[NH:16]1[CH2:22][CH2:21][CH2:20][CH2:19][NH:18][C:17]1=[S:23]>CC(C)=O.O>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:6][CH:7]=[CH:8][C:13]=1[CH:14]1[S:23][C:17]2=[N:18][CH2:19][CH2:20][CH2:21][CH2:22][N:16]2[C:4]1([C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[Cl:1])[OH:5]

참가 물질

7

반응물 4

HCID 702EthanolHCID 69962-ChlorobenzaldehydeHCID 9032Potassium CyanideHCID 7365891,3-Diazepane-2-thione

생성물 1

HCID 205283212,3-Bis(o-chlorophenyl)-2,3,5,6,7,8-hexahydrothiazolo[3,2-a][1,3]diazepin-3-ol hydrochloride

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

A mixture of 22.6 ml. of o-chlorobenzaldehyde, 8 g. of potassium cyanide and 100 ml. of 65% ethanol is refluxed for 2 hours and then refrigerated. Water (30 ml.) is added, refrigeration is continued, then the water layer is decanted and the oil dissolved in toluene, washed with water, dried and concentrated to an oil. The crude 2,2'-dichlorobenzoin is converted to the methanesulfonate ester as described in Example 1, giving an oil. A 14.6 g. portion of this oil is reacted with 2.6 g. of hexahydro-2H-1,3-diazepin-2-thione in 100 ml. of acetone as described in Example 13, giving 1.4 g. of the desired product, m.p. 224°-226° C.

후처리

  1. additionA mixture of 22.6 ml
  2. customthe water layer is decanted
  3. dissolutionthe oil dissolved in toluene
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated to an oil
  7. customgiving an oil
  8. customportion of this oil is reacted with 2.6 g
  9. customgiving 1.4 g

출처 및 근거

ORD 기록
ord-cbe95206ec474485bf42dd91a942cc71
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04344954

연결된 노트

불러오는 중…